Fishing & Sailing in Chicago

If you think Chicago’s just about skyscrapers and deep dish, wait till you get a peek at the city from the lake. Fishing along the Chicago shoreline offers a cool break from the hustle, especially in spots like Montrose Harbor or the breakwall near Belmont Harbor. You can catch perch, bass, or even the occasional salmon if you’re lucky and time it right in the cooler months.

Sailing’s another way to soak in the skyline, but it’s not all fancy yachts and private charters. You’ll find local sailing schools and rental spots along the harbor,Lincoln Park and Burnham Harbor are good places to start. Tip: bring a windbreaker even during summer evenings. The lake breeze sneaks up fast.

I’ve spent many afternoons drifting near Navy Pier watching sailboats slice through the water, and it’s a different vibe from downtown streets. If you’re staying downtown, the gentle lapping of water outside you hotel can be almost therapeutic. Just don’t expect smooth sailing every time,the lake likes to throw some curveballs with its sudden weather changes. Keep an eye on the forecast and you’ll be fine.